Monthly Rentals in Winterset

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Top guest favorite
Cabin in Kimbolton
4.96 out of 5 average rating, 138 reviews

Valley View Cabin -Salt Fork State Park FIBER WIFI

MarkRating, 5 starstoday
We loved the cabin … very clean, cozy and comfortable. Perfect as a very quiet, peaceful getaway for my wife and me. We appreciated the close proximity to Salt Fork State Park, where we hiked each day during our stay. We especially enjoyed the super cozy loft area of the cabin and had some great views of the night sky while enjoying the outdoor fire pit.
Top guest favorite
Cabin in Freeport
4.94 out of 5 average rating, 122 reviews

Skull Fork Creek Cottage and Hunting Lodge

JayRating, 5 stars1 month ago
1k characters is not enough. Before I booked Dennis texted me to make sure I had 4WD to snow. I had zero issues. This place was perfect. There is a TV. Internet was spot on I worked a lot from the house, teams calls etc no issues with service. The place was very clean, I brought my dog and she's hypoallergenic and a fear when there are other dogs possibly staying there, but no issues with allergies. If you are on the fence, should I go spend the weekend or the month like I did, do it! And when you do you will be like I am really glad that I read a positive review like this. The area was beautiful, I woke up to snow and some cold temps. Between the fireplace and propane heater when fireplace wasn't being used it was perfect temp wise inside when it was -15 outside. The deer were great. My dog wanted to play with them, but she hated the stim collar and when she would go out they would run away. lol. Just a reminder there is no oven, but there is a gas grill and stove.
Guest favorite
Cabin in Salesville
4.89 out of 5 average rating, 130 reviews

Rosedale Timber Lodge

RutRating, 5 stars1 month ago
VERY PEACEFULL! JUST WHAT WE NEED IF FOR A WEEKEND WITH FAMILYY!!!! LOVED EVERY LITTLE THING!
Top guest favorite
Cabin in Kimbolton
5 out of 5 average rating, 111 reviews

Secluded Family Retreat

JalynnRating, 5 stars1 week ago
Rusty’s cabin was just like the pictures! Very peaceful nice get away for me and my family. A lot of indoor activities, we had a wonderful time and plan to visit again soon.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.